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Industrial Applications of C-C Coupling Reactions

Research output: Contribution to journalArticle

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Industrial Applications of C-C Coupling Reactions. / Budarin, Vitaliy L.; Shuttleworth, Peter S.; Clark, James H.; Luque, Rafael.

In: CURRENT ORGANIC SYNTHESIS, Vol. 7, No. 6, 12.2010, p. 614-627.

Research output: Contribution to journalArticle

Harvard

Budarin, VL, Shuttleworth, PS, Clark, JH & Luque, R 2010, 'Industrial Applications of C-C Coupling Reactions', CURRENT ORGANIC SYNTHESIS, vol. 7, no. 6, pp. 614-627.

APA

Budarin, V. L., Shuttleworth, P. S., Clark, J. H., & Luque, R. (2010). Industrial Applications of C-C Coupling Reactions. CURRENT ORGANIC SYNTHESIS, 7(6), 614-627.

Vancouver

Budarin VL, Shuttleworth PS, Clark JH, Luque R. Industrial Applications of C-C Coupling Reactions. CURRENT ORGANIC SYNTHESIS. 2010 Dec;7(6):614-627.

Author

Budarin, Vitaliy L. ; Shuttleworth, Peter S. ; Clark, James H. ; Luque, Rafael. / Industrial Applications of C-C Coupling Reactions. In: CURRENT ORGANIC SYNTHESIS. 2010 ; Vol. 7, No. 6. pp. 614-627.

Bibtex - Download

@article{c60f85408be94c4292db0fd87ed0c70a,
title = "Industrial Applications of C-C Coupling Reactions",
abstract = "Aromatic substitutions are a very important class of reaction for both the fine chemical and pharmaceutical industries. The use of palladium as a catalyst for these types of reactions is common during the research stages of product development. Its desirable criteria include high selectivity, being compatible with many types of functional groups, typical use without protection groups and strong bases, and introduction at relatively late stages of the total synthesis. However, its use is less common in large-scale manufacture due to their cost and availability of aromatic halides at scale. In addition, palladium contamination of pharmaceutical products has to be 10 ppm or less that is difficult to achieve without strenuous and typically wastefully remediation strategies in place. In this contribution, we aim to give an overview of the use of a range of greener methodologies and catalysts trends in C-C couplings at industrial scale, with selected examples of current compounds industrially produced via such reactions.",
keywords = "Green Chemistry, pharmaceutical, leaching, palladium, heterogeneous catalysis, C-C couplings, scale-up applications, SUPPORTED PALLADIUM CATALYST, RESEARCH-AND-DEVELOPMENT, HECK-TYPE REACTIONS, ARYL HALIDES, EFFICIENT SYNTHESIS, FINE CHEMICALS, SUZUKI-MIYAURA, DRUG CANDIDATE, H-3 ANTAGONIST, CARBON",
author = "Budarin, {Vitaliy L.} and Shuttleworth, {Peter S.} and Clark, {James H.} and Rafael Luque",
year = "2010",
month = "12",
language = "English",
volume = "7",
pages = "614--627",
journal = "CURRENT ORGANIC SYNTHESIS",
issn = "1570-1794",
publisher = "Bentham Science Publishers B.V.",
number = "6",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Industrial Applications of C-C Coupling Reactions

AU - Budarin, Vitaliy L.

AU - Shuttleworth, Peter S.

AU - Clark, James H.

AU - Luque, Rafael

PY - 2010/12

Y1 - 2010/12

N2 - Aromatic substitutions are a very important class of reaction for both the fine chemical and pharmaceutical industries. The use of palladium as a catalyst for these types of reactions is common during the research stages of product development. Its desirable criteria include high selectivity, being compatible with many types of functional groups, typical use without protection groups and strong bases, and introduction at relatively late stages of the total synthesis. However, its use is less common in large-scale manufacture due to their cost and availability of aromatic halides at scale. In addition, palladium contamination of pharmaceutical products has to be 10 ppm or less that is difficult to achieve without strenuous and typically wastefully remediation strategies in place. In this contribution, we aim to give an overview of the use of a range of greener methodologies and catalysts trends in C-C couplings at industrial scale, with selected examples of current compounds industrially produced via such reactions.

AB - Aromatic substitutions are a very important class of reaction for both the fine chemical and pharmaceutical industries. The use of palladium as a catalyst for these types of reactions is common during the research stages of product development. Its desirable criteria include high selectivity, being compatible with many types of functional groups, typical use without protection groups and strong bases, and introduction at relatively late stages of the total synthesis. However, its use is less common in large-scale manufacture due to their cost and availability of aromatic halides at scale. In addition, palladium contamination of pharmaceutical products has to be 10 ppm or less that is difficult to achieve without strenuous and typically wastefully remediation strategies in place. In this contribution, we aim to give an overview of the use of a range of greener methodologies and catalysts trends in C-C couplings at industrial scale, with selected examples of current compounds industrially produced via such reactions.

KW - Green Chemistry

KW - pharmaceutical

KW - leaching

KW - palladium

KW - heterogeneous catalysis

KW - C-C couplings

KW - scale-up applications

KW - SUPPORTED PALLADIUM CATALYST

KW - RESEARCH-AND-DEVELOPMENT

KW - HECK-TYPE REACTIONS

KW - ARYL HALIDES

KW - EFFICIENT SYNTHESIS

KW - FINE CHEMICALS

KW - SUZUKI-MIYAURA

KW - DRUG CANDIDATE

KW - H-3 ANTAGONIST

KW - CARBON

UR - http://www.scopus.com/inward/record.url?scp=79953731201&partnerID=8YFLogxK

M3 - Article

VL - 7

SP - 614

EP - 627

JO - CURRENT ORGANIC SYNTHESIS

JF - CURRENT ORGANIC SYNTHESIS

SN - 1570-1794

IS - 6

ER -